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Picropodophyllin

HCID 72435
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
477-47-4
표준 SMILES
COc1cc([C@@H]2c3cc4c(cc3[C@H](O)[C@H]3COC(=O)[C@@H]23)OCO4)cc(OC)c1OC
InChIKey
YJGVMLPVUAXIQN-HAEOHBJNSA-N
분자식
C22H22O8
평균 분자량
414.4 g/mol
단동위원소 질량
414.13146766

개요

Picropodophyllotoxin is an organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents. It has a role as an antineoplastic agent, a tyrosine kinase inhibitor, an insulin-like growth factor receptor 1 antagonist and a plant metabolite. It is a lignan, an organic heterotetracyclic compound and a furonaphthodioxole.

이름 및 식별자

우선 이름
Picropodophyllin
IUPAC
(5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
영어명
(-)PPP
분자식
C22H22O8
분자량
414.41

이름 및 동의어

PicropodophyllinPicropodophyllotoxin477-47-4AXL1717cyclolignan PPPpicro-podophyllinAXL-1717Picropodophyllin (PPP)0F35AOI227NSC36407NSC-36407Podophyllotoxin picropodophyllin
이름 더 보기
Metacavir(-)PPP(-)PPPAXL 1717NSC 36407(-)PPP USP/EP/BPPictopodophyllotoxin
(5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-oneCHEBI:75251DTXSID80197245(5R,5aR,8aS,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-(2)benzofuro(5,6-f)(1,3)benzodioxol-8-oneRefChem:174194DTXCID90119736Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one,5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-,(5R-(5-alpha,5a-alpha,8a-alpha,9-alpha))-17434-18-3

데이터베이스 식별자

CAS
477-47-4
PubChem CID
72435
DTXSID
DTXSID80197245
ChEMBL
CHEMBL283120
ChEBI
CHEBI:75251

물성

구조 계산 물성

XLogP
2
극성 표면적
92.7 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
8
회전 가능 결합 수
4
무거운 원자 수
30
형식 전하
0
복잡도
629

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section · 2건

189.52 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

190.9 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점
225 · 225-227℃
끓는 점
453.31 °C · 453.31°C (rough estimate)
밀도
1.37 · 1.370
굴절률
1.448 · 1.4480 (estimate)
저장 조건
2 · Sealed in dry,2-8°C
용해도
2 O: · H2O: 용해성
물리적 상태
가루
산도 계수 (pKa)
13.26 · 13.26±0.40(Predicted)
색상
하얀색
수용성
2 O: · H2O: soluble
안정성
1 · 제공된 대로 구매일로부터 1년 동안 안정적입니다. DMSO의 솔루션은 최대 1개월 동안 -20°에서 보관할 수 있습니다.
InChIKey

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (100%)

독성 정보

Exposure RoutesTopical application of 0.05 mL of 0.5% podofilox solution to external genitalia did not result in detectable serum levels. Applications of 0.1 to 1.5 mL resulted in peak serum levels of 1 to 17 ng/mL one to two hours after application.
Toxicity Summary · 1건

Etoposide, a semisynthetic derivative of podofilox, induces DNA breakage through its inhibition of topoisomerase II. The drug is most active in the late S and early G2 phases of the cell cycle. Teniposide is an analog with very similar pharmacologic characteristics. Podofilox derivatives display binding activity to the enzyme topoisomerase II during the late S and early G2 stage. For instance, etoposide binds and stabilizes the temporary break caused by the enzyme, disrupts the reparation of the break through which the double-stranded DNA passes, and consequently stops DNA unwinding and replication. Mutants resistant to either podofilox, or to its topoisomerase II inhibitory derivatives such as etoposide (VP-16), have been described in Chinese hamster cells. The mutually exclusive cross-resistance patterns of these mutants provide a highly specific mean to distinguish the two kinds of podofilox derivatives. Mutant Chinese hamster cells resistant to podofilox are affected in a protein P1 that was later identified as the mammalian HSP60 or chaperonin protein. (Wikipedia)

화학 및 산업

약리 정보

Metabolism/MetabolitesHalf Life: 1.0 to 4.5 hours.

용도 및 제조

UsesFor treatment of external genital warts (<i>Condyloma acuminatum</i>).
응용 분야 · 2건

용도Insulin growth factor 1 receptor inhibitor, antineoplastic

일반 설명Poly(2,5-bis(3-sulfonatopropoxy)-1,4-phenylene, disodium salt-alt-1,4-phenylene) (PPP-OPSO3) is a water soluble conjugating polymer that can be used as a donor molecule. It has a poly(p-phenylene) skeleton with each repeating unit having two phenylene groups. It can be used for a variety of optoelectronic applications.

공급사159 곳

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
成都曼思特生物科技有限公司18010516991 · [email protected]
武汉英诺医药科技有限公司

관련 반응

2건
반응 기록 만들기
HRID 1285477 반응식
HRID 1285477반응물로uspto-grants-1986_01
HRID 1285478 반응식
HRID 1285478생성물로반응물로uspto-grants-1986_01

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
UNII
0F35AOI227
EC Number
637-166-4
Nikkaji
J112.698I
YJGVMLPVUAXIQN-HAEOHBJNSA-N
SMILES
O1C2=CC3=C(C=C2OC1)[C@@H](C1=CC(OC)=C(OC)C(OC)=C1)[C@]1([H])C(=O)OC[C@]1([H])[C@H]3O
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
3
rtecs
LV2510000
ridadr
UN 3462 6.1/PG 2
독성
LD50 intraperitoneal in mouse: 280mg/kg
risk_code
36/37/38-68-25-21
hazard_code
Xi,T
safety_code
26-36-45-36/37
위험 등급
6.1
Hazard Classifications
Acute Tox. 3 OralAcute Tox. 4 DermalEye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
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추가 설명

정의ChEBI: An organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents.